Chests, that can be won by a victory in Cups follow the sequence below from left to right. There are a total of 110 cup chests before the sequence starts again. Note: Your first chest is not a champion chest, but it begins with a common chest (unlisted chests are the first chest for free only with customizations and the second chest with a random epic part for any vehicle taking only 15 seconds to unlock).
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Chest Sequence for Cups - Official Hill Climb Racing 2 Wiki
Chests and Daily Rewards - Official Hill Climb Racing 2 Wiki
Chest Sequence for Cups - Official Hill Climb Racing 2 Wiki
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Chest Sequence for Cups - Official Hill Climb Racing 2 Wiki